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Description
TCI C2093 6-Chlorouracil is a pyrimidine derivative formed by substituting a chlorine atom at the sixth position of the uracil skeleton. Uracil itself is one of the nitrogenous bases that make up ribonucleic acid, so its derivatives occupy an important position in biochemical research and nucleoside chemistry. Laboratories use this material as a starting material for constructing various pyrimidine base analogues, synthetic nucleosides, and compounds designed to interact with enzymes involved in nucleic acid metabolism. The presence of the chlorine group makes the normally less reactive uracil skeleton far easier to modify.
The property that makes it a material of choice is the reactivity of the chlorine atom on the electron-poor pyrimidine ring. The two carbonyl groups on the ring withdraw electron density, so the sixth position becomes susceptible to nucleophilic attack, and the chlorine atom can be displaced by amines, alkoxides, thiolates, or other nucleophiles under controlled reaction conditions. In addition, the nitrogen atoms at the first and third positions can be selectively alkylated to build more elaborate analogue structures. This solid material is also relatively stable, which supports predictable handling during multi-step synthetic work.
In Indonesian laboratories, 6-Chlorouracil is typically used in university and institutional research settings where nucleoside and pyrimidine chemistry is studied, as well as in synthetic organic chemistry groups preparing base analogues for further biochemical evaluation. Its role as a building block means it is generally weighed out in small portions for individual reactions rather than consumed in bulk, making it a stock-shelf item for laboratories that run ongoing programmes in biochemistry, medicinal chemistry, and nucleic acid related research.
Laboratory Applications
Synthesis of pyrimidine base analogues: the reactive chlorine at position six allows direct nucleophilic displacement, giving researchers a straightforward route to structurally varied uracil derivatives.
Preparation of synthetic nucleosides: the uracil skeleton provides the base component required for nucleoside construction, while the chlorine substituent permits modification before or after coupling steps.
Development of enzyme-directed compounds: it serves as a starting material for molecules designed to interact with enzymes involved in nucleic acid metabolism within biochemical studies.
Selective N-alkylation studies: the nitrogen atoms at the first and third ring positions can be alkylated selectively, supporting the construction of more complex analogue frameworks.
Nucleophilic substitution methodology work: the electron-poor ring created by the two carbonyl groups makes this compound a useful substrate for studying amine, alkoxide, and thiolate displacement reactions.
Specifications
Brand: TCI
CAS Number: 4270-27-3
Category: Life Science > Biochemicals and Reagents > Nucleosides, Nucleotides, Oligonucleotides
Product Code: C2093
Physical Form: solid
Storage: store in a closed container under the conditions indicated on the manufacturer's label
Handling and Storage
Store 6-Chlorouracil in its original tightly closed container, kept in a cool, dry, and well ventilated area away from moisture and incompatible substances. Amber glass or the supplied manufacturer packaging is suitable for keeping the solid protected from light and humidity. Handle the material inside a fume hood using a laboratory coat, safety glasses, and chemical resistant gloves, and avoid generating dust when weighing. Use clean, dry spatulas to prevent contamination of the bulk stock, close the container immediately after use, and always consult the manufacturer's safety data sheet before handling, waste collection, or disposal.
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